Compound Detail

CHEMBL461139

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O=c1[nH]cnc2[nH]c(-c3ccnc(/C=C/c4ccc(CN5CCOCC5)cc4)c3)cc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL461139
Phase	Preclinical
Structure Type	MOL
InChI Key	AWZFCQRICMFIES-AATRIKPKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

413.5

MW (Da)

3.32

ALogP

HBA

HBD

86.9

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C24H23N5O2
MW	413.48
Aromatic Rings	4
Heavy Atoms	31
NP-Likeness	-0.78

Activity Summary

IC50 19 meas. best 7.62

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
MAP kinase-activated protein kinase 5 CHEMBL3094	IC50	7.62	7.62	24.0	1
MAP kinase-activated protein kinase 2 CHEMBL2208	IC50	7.29	7.29	51.0	1
Hepatocyte growth factor receptor CHEMBL3717	IC50	7.07	7.07	85.0	1
Aurora kinase A CHEMBL4722	IC50	7.03	7.03	93.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	7.0	7.0	100.0	1
PBMC CHEMBL613107	IC50	6.96	6.96	110.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	6.52	6.52	300.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	6.51	6.51	310.0	1
Mitogen-activated protein kinase 9 CHEMBL4179	IC50	6.02	6.02	950.0	1
Mitogen-activated protein kinase 1 CHEMBL4040	IC50	5.96	5.96	1100.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	5.89	5.89	1300.0	1
Ephrin type-B receptor 4 CHEMBL5147	IC50	5.77	5.77	1700.0	1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial CHEMBL4766	IC50	5.7	5.68	2000.0	2
Mitogen-activated protein kinase 8 CHEMBL2276	IC50	5.4	5.4	4000.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	5.28	5.28	5200.0	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	5.22	5.22	6000.0	1
Tyrosine-protein kinase SYK CHEMBL2599	IC50	5.21	5.21	6200.0	1
Unchecked CHEMBL612545	IC50	5.17	5.17	6700.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
MAP kinase-activated protein kinase 5	IC50	=	24.0	nM	7.62	Inhibition of MK5	18945615
MAP kinase-activated protein kinase 2	IC50	=	51.0	nM	7.29	Inhibition of human MK2	18945615
Hepatocyte growth factor receptor	IC50	=	85.0	nM	7.07	Inhibition of c-Met	18945615
Aurora kinase A	IC50	=	93.0	nM	7.03	Inhibition of Aurora A	18945615
Vascular endothelial growth factor receptor 2	IC50	=	100.0	nM	7.0	Inhibition of KDR	18945615
PBMC	IC50	=	110.0	nM	6.96	Inhibition of LPS-stimulated TNFalpha release from human PBMC after 3 hrs	18945615
Glycogen synthase kinase-3 beta	IC50	=	300.0	nM	6.52	Inhibition of GSK3b	18945615
Tyrosine-protein kinase JAK3	IC50	=	310.0	nM	6.51	Inhibition of JAK3	18945615
Mitogen-activated protein kinase 9	IC50	=	950.0	nM	6.02	Inhibition of JNK2	18945615
Mitogen-activated protein kinase 1	IC50	=	1100.0	nM	5.96	Inhibition of ERK2	18945615
Tyrosine-protein kinase JAK2	IC50	=	1300.0	nM	5.89	Inhibition of JAK2	18945615
Ephrin type-B receptor 4	IC50	=	1700.0	nM	5.77	Inhibition of EphB4	18945615
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	IC50	=	2000.0	nM	5.7	Inhibition of PDGFRa	18945615
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	IC50	=	2200.0	nM	5.66	Inhibition of PDK1	18945615
Mitogen-activated protein kinase 8	IC50	=	4000.0	nM	5.4	Inhibition of JNK1	18945615
Mast/stem cell growth factor receptor Kit	IC50	=	5200.0	nM	5.28	Inhibition of c-Kit	18945615
Tyrosine-protein kinase Lck	IC50	=	6000.0	nM	5.22	Inhibition of Lck	18945615
Tyrosine-protein kinase SYK	IC50	=	6200.0	nM	5.21	Inhibition of Syk	18945615
Unchecked	IC50	=	6700.0	nM	5.17	Inhibition of PKA	18945615

Literature References

PubMed	DOI	Target Context	# Activities
18945615	10.1016/j.bmcl.2008.10.039	[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	2
18945615	10.1016/j.bmcl.2008.10.039	Fibroblast growth factor receptor 4	1
18945615	10.1016/j.bmcl.2008.10.039	Heat shock protein beta-1	1
18945615	10.1016/j.bmcl.2008.10.039	Mitogen-activated protein kinase 8	1
18945615	10.1016/j.bmcl.2008.10.039	Tyrosine-protein kinase JAK3	1
18945615	10.1016/j.bmcl.2008.10.039	Tyrosine-protein kinase JAK2	1
18945615	10.1016/j.bmcl.2008.10.039	Insulin receptor	1
18945615	10.1016/j.bmcl.2008.10.039	Insulin-like growth factor 1 receptor	1
18945615	10.1016/j.bmcl.2008.10.039	Receptor tyrosine-protein kinase erbB-2	1
18945615	10.1016/j.bmcl.2008.10.039	Epidermal growth factor receptor	1
18945615	10.1016/j.bmcl.2008.10.039	Glycogen synthase kinase-3 beta	1
18945615	10.1016/j.bmcl.2008.10.039	MAP kinase-activated protein kinase 2	1
18945615	10.1016/j.bmcl.2008.10.039	Ephrin type-B receptor 4	1
18945615	10.1016/j.bmcl.2008.10.039	Ephrin type-A receptor 4	1
18945615	10.1016/j.bmcl.2008.10.039	Mitogen-activated protein kinase 1	1
18945615	10.1016/j.bmcl.2008.10.039	Cyclin-dependent kinase 2	1
18945615	10.1016/j.bmcl.2008.10.039	Tyrosine-protein kinase BTK	1
18945615	10.1016/j.bmcl.2008.10.039	Aurora kinase A	1
18945615	10.1016/j.bmcl.2008.10.039	No relevant target	1
18945615	10.1016/j.bmcl.2008.10.039	ALK tyrosine kinase receptor	1

Data from ChEMBL 36 via Core Engine